2-(5-Phenyl-4-(pyridin-4-yl)-1H-1,2,3-triazol-1-yl)-N-(5-phenylpyridin-2-yl)propanamide

ID: ALA3893457

PubChem CID: 134137213

Max Phase: Preclinical

Molecular Formula: C27H22N6O

Molecular Weight: 446.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)Nc1ccc(-c2ccccc2)cn1)n1nnc(-c2ccncc2)c1-c1ccccc1

Standard InChI:  InChI=1S/C27H22N6O/c1-19(27(34)30-24-13-12-23(18-29-24)20-8-4-2-5-9-20)33-26(22-10-6-3-7-11-22)25(31-32-33)21-14-16-28-17-15-21/h2-19H,1H3,(H,29,30,34)

Standard InChI Key:  DLDMTTLLKKDQDX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   33.1138  -11.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4118  -12.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1025  -11.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8262  -12.3903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5281  -11.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2453  -12.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9424  -11.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9319  -11.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2227  -10.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5168  -11.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6378  -10.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3503  -11.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0522  -10.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0409   -9.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3285   -9.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6266   -9.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6352  -12.1552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3818  -11.3775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5646  -11.3762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3128  -12.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9711  -12.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5854  -13.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3630  -13.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5351  -12.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9296  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1519  -12.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9798  -12.9089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9676  -13.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2569  -13.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2540  -14.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9609  -15.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6723  -14.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6717  -13.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5032  -13.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
  8 11  1  0
  4  5  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 17 21  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 22 27  2  0
 20 24  1  0
  2 17  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 21 28  1  0
  2 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3893457

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 446.51

Molecular Weight (Monoisotopic): 446.1855

AlogP: 5.27

#Rotatable Bonds: 6

Polar Surface Area: 85.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.71

CX Basic pKa: 3.79

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -1.35

References

1. You L, Zhang C, Yarravarapu N, Morlock L, Wang X, Zhang L, Williams NS, Lum L, Chen C..  (2016)  Development of a triazole class of highly potent Porcn inhibitors.,  26  (24): [PMID:27876319] [10.1016/j.bmcl.2016.11.012]

Source

Source(1):

• Scientific Literature